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$1,899,000
6 Beds ⋅ 3 Baths ⋅ 611164 MLS
Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, Key West
$949,000
3 Beds ⋅ 3 Baths ⋅ 618708 MLS
Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

818 Elizabeth St Unit Front, Key West
$3,100,000
3 Beds ⋅ 3 Baths ⋅ 617354 MLS
Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14' ceilings, expansive porcelain tile & luxury vinyl flooring, & thoughtfully curated lighting create an atmosphere of understated sophistication. The custom chef's kitchen is beautifully appointed with quartz countertops, premium appliances, a generous walk-in pantry, & sleek modern cabinetry. The flexible layout includes 3 bedrooms (1 used as a media room), 3 spa-inspired bathrooms, & a well-equipped laundry room. A separate office with its own off-street entry provides a true live/work advantage, delivering privacy & ease of access without entering the main residence. Outside, a private tropical oasis awaits with a heated and chilled pool, tranquil water feature, & lush landscaping, creating the perfect sanctuary for relaxation or entertaining. Zoned HCT (Historic Commercial Tourist), the property provides exceptional opportunities for luxury live/work use, rental investment, or commercial operation. It qualifies as a transient license receivership site & boasts a successful commercial history, adding value for those seeking income-producing potential in a prime location. Built with durability & efficiency in mind, the home includes impact-rated windows, doors, & skylights, a full fire sprinkler system, dual-zone cooling/heating, off-street parking for two, & a 25kW generator. Located in the desirable X-Flood zone and just moments from Key West's finest dining, galleries, and attractions, this property delivers an unmatched combination of luxury, quality, & opportunity in one of the island's most desirable neighborhoods.

524 Southard St, Key West
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 618863 MLS
Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615913 MLS
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Renovations in progress. Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town hot spots including world famous Duval St.. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West
$799,000
2 Beds ⋅ 3 Baths ⋅ 618354 MLS
Seller financing available. Impact rated windows, doors, and sliders are included in price and will be installed in August. Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness center and large community pool. Listing Broker/Owner is Florida REALTOR and therefore has ownership interest in the property. Very easy to show!

202 Golf Club Dr, Key West
$5,500,000
6 Beds ⋅ 6 Baths ⋅ 618573 MLS
Experience the grandeur of this exceptional six bedroom, five and a half bath estate located on one of the most exclusive streets in Key West. A stunning wall of bougainvillea and the stately front porch welcome you to this 3,751 square foot property on an expansive 10,750 square foot lot that embodies historic Key West architecture. The main residence features four bedrooms, three and half baths of elegant living spaces, including a first-floor mother-in-law suite. Timeless design is found throughout with abundance of natural light and views of the lush, exotic landscape out every window. The great room features 12' ceilings, a curved wall of windows and French doors that lead to the serene, covered porch and outdoor dining space. The kitchen is a chef's dream equipped with new Viking appliances, ample counter space, and a view that overlooks the gorgeous, azure pool. The second level includes a spacious primary suite and two additional guest rooms, one of which has a balcony with treetop views and the island's best spot to view the spectacular 4th of July firework show. Two charming detached guest cottages tucked amongst the gardens offer secluded retreats each with full baths and one offering a living room and kitchenette. The outdoor oasis is defined by the oversized L-shaped pool and outdoor kitchen with built-in Viking grill; the perfect space for entertaining. This property is an exceptional, private sanctuary at an unbeatable location just one block from the crystal-clear Atlantic, tennis and pickleball courts, the esteemed Casa Marina Hotel and iconic White Street Pier. Don't miss the opportunity to call this remarkable estate your home! Seller is a licensed real estate broker and related to the listing agent. Seller is a licensed real estate broker and related to the listing agent.

906 Johnson St, Key West
$1,474,000
3 Beds ⋅ 3 Baths ⋅ 617589 MLS
POOL & POOL HOUSE COMPLETED! Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. A newly constructed elevated 256 sq ft guesthouse with a kitchenette and bathroom. Professional landscaping, pavers and low maintenance artificial grass lead to the brand new heated pool. Irrigation and landscape lighting installed. Main house needs some renovations throughout but has been partially updated and is perfectly livable. Must see!!

1505 Johnson St, Key West
$1,265,000
3 Beds ⋅ 3 Baths ⋅ 616195 MLS
Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed finishes, and inviting living spaces perfect for both relaxing and entertaining. Step outside to enjoy the side porch facing the driveway, an ideal spot for morning coffee or evening gatherings. A standing seam metal roof adds both style and durability, giving peace of mind for years to come. To enhance the island lifestyle even further, the seller has drawings available to the buyer for a pool and tiki hut, offering the opportunity to create your own backyard oasis. Ideally located just a short bike ride to the vibrant energy of downtown Key West and world-famous Duval Street, this property combines convenience, comfort, and style—move-in ready and waiting to be enjoyed as your new island home.

1718 United St, Key West
$2,999,999
2 Beds ⋅ 4 Baths ⋅ 616727 MLS
Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

405 Petronia St, Key West
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 616629 MLS
Nestled down a private and picturesque lane, this charming conch-style cottage offers the perfect blend of island charm and comfort. Featuring 3 bedrooms and 2 full baths, the home is thoughtfully designed for relaxed living and effortless entertaining. Step into a beautifully landscaped backyard with a newly built pergola—ideal for dining and unwinding in the spa beneath the stars. Though compact, the outdoor space is practical and inviting, perfect for intimate gatherings or quiet evenings. Inside, you'll find rare Dade County pine, vaulted ceilings, and a private patio that captures the essence of Key West living. The home comes fully furnished, making it move-in ready or a turnkey rental.

711 Galveston Ln, Key West
$798,000
2 Beds ⋅ 1 Baths ⋅ 608965 MLS
Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away. This large corner lot is perfectly located. Even the birds know when to fly South.

1521 Rose St, Key West
$5,950,000
6 Beds ⋅ 8 Baths ⋅ 617710 MLS
A gorgeous Old Town retreat offering exceptional space, privacy, and flexibility for family and guests. Ideally located within walking distance of the Historic Seaport, Fausto's grocery store, and Duval Street, this gated property features three distinct residences centered around a lush tropical courtyard and pool. The spacious rear residence offers 3 bedrooms and 3.5 baths with direct access to the pool, while the 2-bedroom, 2.5-bath residence above provides generous accommodations for visiting family and friends. Facing Eaton Street, the charming 1-bedroom, 1-bath historic cottage offers another private space for guests. Each residence is beautifully finished with luxury antiques, distinctive furnishings, and unique details that give every space its own character. With 3+ off-street parking spaces, multiple living areas, and an exceptional Old Town location, this is a rare Key West property designed for gathering family and friends while still giving everyone their own space.

723 Eaton St, Key West
$2,199,000
6 Beds ⋅ 5 Baths ⋅ 617882 MLS
This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2 bath, open-concept living area & updated kitchen w/ quartz countertops, wine cooler, & pantry overlooking the pool. The master suite has a built-in office, a custom walk-in closet system, & updated bath w/walk in shower. Main Level - Guest Suite is freshly painted w/private entrance, full kitchen, dedicated laundry, & full bathroom. Upper Level -3 beds & 2 baths, w/d, private entrance, French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, The secluded backyard features a heated/chilled saltwater pool w/custom water feature by renowned master potter Jay Gogin. The grounds are secured by unique bamboo fencing and include a refreshing outdoor shower. Whole-house Generac generator and a large Rheem on-demand gas tankless water heater. Front of the house features an elevated patio overlooking the street. metal roof, accordion/panel storm shutters, & 2 driveways as well as 3 off-street parking . Need 24 hour notice to show!

1609 United St, Key West
$1,875,000
4 Beds ⋅ 2 Baths ⋅ 618211 MLS
This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated--so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. There's not another lot like it in Old Town. The nearly 5,000-square-foot lot stretches from Fleming Street to Stickeny Lane, offering ample off-street parking and a golden opportunity to expand your tropical living dreams. Nestled in the heart of Old Town, 1115 is just blocks from the historic Seaport and a stone's throw from the city's famous restaurants and nightlife. Early 1900s Sanborn maps even hint at an additional house on the property that may be rebuilt with city permissions (buyers to verify). The home still contains generous pockets of its original Dade County pine, along with historic windows and double balconies that invite sea breezes and sunset cocktails. Currently a legal duplex, each side offers 2 bedrooms and 1 bath. You can keep the duplex as-is, or transform it into a stunning single-family residence in the most sought-after neighborhood in all of Key West.

1115 Fleming St, Key West
$935,000
1 Beds ⋅ 1 Baths ⋅ 618122 MLS
One Bedroom / One bathroom PLUS super cool Sleeping Loft! THIS is it! Step into a piece of Old Town Key West history. Built in 1928, this storybook Old Town cottage captures everything to love about Key West including its timeless character and that easy island rhythm you can feel the moment you arrive. Light, bright, and beautifully furnished, it's move-in ready, the perfect turn-key retreat for anyone dreaming of a second home or an easy vacation rental in the heart of Key West. Inside, you'll find soaring wood-vaulted ceilings and warm floors features that hint to island's past. The updated Kitchen is ready for entertaining, while the additional and spaciously airy sleeping loft adds extra space and great character, while the private back deck invites unforgettable evenings dining under the stars. Out front, the iconic porch is made for slow evenings, and people-watching ... the classic Key West pastime. Just two blocks from Duval Street, this location is unbeatable, it's close enough to walk to the best restaurants, galleries, and shops, yet tucked away for peace and privacy. Even better, it's in the coveted X-Zone, so no flood insurance is required, and yes, it has its own, coveted off-street parking spot Phenomenal Vacation Rental and 1031 Exchange potential. This isn't just a home; it's a private oasis. It's YOUR Key West story waiting to be written.

817 Terry Ln, Key West
$4,300,000
4 Beds ⋅ 6 Baths ⋅ 617513 MLS
**31 photos have been virtually staged and enhanced to assist buyers in visualizing design and decor options for this home.** Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996 and set at 13' elevation on Solares Hill, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate trim work, and Brazilian Cherry hardwood floors that recall a bygone era of island craftsmanship. Inside, the home unfolds in layers of refinement. Sunlit rooms connect gracefully to the outdoors through French doors and deep porches. The main house's split-level design elevates the primary suite with its own private staircase, while two additional bedrooms ascend another, creating a sense of calm seclusion. A separate pool suite, complete with private entrance, extends the home's versatility. The kitchen is anchored by a suite of premier appliances.. including a new SubZero refrigerator and a refurbished Viking gas range, and framed by custom cabinetry and built-ins. Recent upgrades such as the 2025 metal roof, updated HVAC systems, and a 24 kW Generac whole-house generator reflect meticulous stewardship. Outside, the grounds rise to the level of a private resort. Tropical gardens wind around stone pathways, illuminated at night by soft landscape lighting. A heated saltwater lagoon-style pool, resurfaced in 2025, curves around natural rock formations, a spa, and three cascading waterfalls. Every vista offers a moment of stillness.. from the shaded verandas to the courtyard designed for open-air dining. A one-car air-conditioned garage, currently serving as an art studio, and a two-car driveway complete the thoughtful layout. Just blocks from Duval Street and the Key West Historic Seaport, Casa Sapodilla is both connected and deeply private.. a luxury retreat rooted in island elegance.. Inquire within for details on the low insurance costs available for this home

600 Elizabeth St, Key West
$2,859,000
3 Beds ⋅ 4 Baths ⋅ 616807 MLS
Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a wall of stackable impact glass doors that seamlessly connect the indoors with the private outdoor oasis. Just beyond the doors, you'll find a custom heated pool with tranquil water fountains, surrounded by lush tropical landscaping that offers both beauty and privacy, all complemented by a brand-new travertine pool deck that enhances the space with both elegance and durability. Each bedroom features its own en suite bath and walk-in closet, offering comfort and convenience for you and your guests. Storage is abundant throughout the home--a rare find in Key West. For added peace of mind, the property is outfitted with full impact-rated windows and doors. The modern kitchen is equipped with sleek stainless steel appliances, perfect for entertaining or everyday living. The home features two-zone central AC (one unit per floor), and the third-floor primary suite offers a loft-like retreat with both central air and a mini-split system for personalized comfort. Currently operating as a successful vacation rental, this property offers excellent income potential. The home can be sold turnkey with furnishings included, giving buyers the option to move right in or start generating rental income immediately.

814 Ashe St, Key West
$2,649,000
4 Beds ⋅ 4 Baths ⋅ 610331 MLS
Introducing 3409 Eagle Avenue, a stunning new home, currently under construction in Key West, FL, designed for modern luxury and comfort. Current plans call for 4-bedrooms, 4-bathrooms but could be altered by a Buyer. Also, opportunity for buyer to customize high-end finishes to their personal taste. The entire lot was raised almost two feet and the home will be built above flood elevation, this energy-efficient ICF (Insulated Concrete Forms) home features a 1-car garage and a private pool, perfect for relaxation and entertaining. The spacious, open floor plan includes a gourmet kitchen and 3 primary suites, ensuring ample space and comfort for family and guests. Don't miss the chance to make this extraordinary home yours!

3409 Eagle Ave, Key West
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 618256 MLS
This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom cabinetry, and stainless steel Thermador appliances. New tile flooring, updated lighting, and fully renovated bathrooms with clean modern finishes create a bright and comfortable interior throughout. The home also includes a new central air conditioning system and discreet security cameras that blend seamlessly into the design. A new roof adds peace of mind and makes this a true move in ready property. Outside, the home offers 56 feet of concrete seawall along a calm canal, providing excellent dockage potential and easy access for boating and paddleboarding. The outdoor space includes a bar and grilling area that is ideal for entertaining, along with a fully fenced yard finished with low maintenance turf for privacy and ease of care. The location is one of the home's strongest features. It is close to schools and the local high school and is within five minutes of grocery stores, restaurants, and beaches. Downtown Key West is approximately ten minutes away, offering quick access to Old Town, shopping, dining, and entertainment. This is a rare opportunity to own a fully renovated canal front home with flexible living space, boat ready frontage, and a central Key West location. One of the owners is a Licensed Florida Realtor.

1724 Bahama Dr, Key West
$4,450,000
4 Beds ⋅ 5 Baths ⋅ 616715 MLS
Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic. Gorgeous hickory wood floors run throughout, complemented by two custom staircases and striking architectural features. The flexible layout includes a first-floor primary suite with a spa-style bath finished in marble and travertine, plus a second primary suite upstairs that also includes a private office—providing options for comfort, work, and privacy. All of the bathrooms are designed with a serene, spa-like feel, and every upstairs bath includes its own soaking tub for ultimate relaxation. The gourmet kitchen features Miele appliances along with a custom bar complete with a duel zone wine cooler and beverage center—ideal for effortless entertaining. Outdoors, an Ipe deck surrounds the heated and chilled saltwater pool with cascading waterfall features, all controlled by a smart automation system. At the top of the water wall, a decorative propane fire feature adds a dramatic focal point, while an outdoor shower completes your private tropical retreat. Additional features include two off-street parking spaces, impact-rated windows and doors throughout, metal shingle roof and dual-zone central A/C. With designer furnishings included and sold exactly as presented, this residence is ready to enjoy in the heart of Key West's most desirable locations.

1113 Stump Ln, Key West
$2,595,000
3 Beds ⋅ 3 Baths ⋅ 613986 MLS
Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

508 Grinnell St, Key West
$2,395,000
3 Beds ⋅ 2 Baths ⋅ 618819 MLS
Introducing 319 Grinnell Street, a captivating residence in the heart of Key West's Historic Seaport, where charm and character abound. This beautifully framed Key West-style home reflects the rich tapestry of the area's history, showcasing classic architecture with inviting porches and intricate details that honor the past. Nestled among a collection of historic homes, 319 Grinnell Street offers a serene escape while remaining close to the vibrant pulse of the seaport. The Historic Seaport is a treasure trove of maritime heritage, featuring streets lined with art galleries, eclectic shops, and gourmet dining options. This lively district, once the center of the island's shipping trade, now celebrates Key West's legacy through its well-preserved structures and vibrant community life. Owning 319 Grinnell Street means immersing yourself in a lifestyle rich with culture and history. Enjoy leisurely strolls along the quaint streets, where the scent of jasmine and the sounds of laughter fill the air. This home is not just a residence; it's an invitation to embrace the unique spirit of Key West, making it a perfect sanctuary for those who value both tradition and modern living. Experience the allure of 319 Grinnell Street, where historic charm meets contemporary comfort in the heart of the enchanting Historic Seaport. Professional Vacation Rental Management is available for this property. Call for a showing today.

319 Grinnell St, Key West
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 617022 MLS
Transient receiver site - Truly a diamond in the rough. Great location, behind the Hemingway House between Duval and Whitehead Street. Lot backs up to Whalton Lane (off Duval) with room for parking and a pool. Bring your contractor and a transient license to the property and she will truly shine like the Hope Diamond with happiness and prosperity. Buyers should do their own due diligence to determine transient license receivership requirements prior to making an offer. Probate is required.

418 Olivia St, Key West
$1,196,000
3 Beds ⋅ 1 Baths ⋅ 614442 MLS
Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof & main electrical panel replaced (w/ permits) in 2014. House is currently configured as seven rooms in total (3 bed, 1 bath, den, dining & kitchen). Front yard provides the highly coveted Off-Street-Parking & the back yard is 31 Ft X 26 Ft (total 806 sq ft). House is a renovation project. This is an estate sale & there will be NO repair and NO clean up by the sellers. However, there will be NO waiting on Probate & NO court approvals needed. Make 719 Elizabeth St your Old Town Island Oasis!

719 Elizabeth St, Key West
$2,033,000
2 Beds ⋅ 1 Baths ⋅ 618183 MLS
Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers. The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction in a prime setting. Paired with this is an existing 2-bedroom, 1-bath home, ideal for island living, income production, or incorporation into a larger architectural vision. Whether you're a builder seeking scarce development rights, an investor looking to maximize returns, or a buyer with a long-term Key West strategy, this is a once-in-a-market opportunity with limitless potential. Quietly tucked away yet steps from Key West's most celebrated dining, galleries, and waterfront experiences. This is Old Town Key West at its absolute best.

1 & 2 Aronovitz Ln, Key West
$3,599,000
4 Beds ⋅ 5 Baths ⋅ 618829 MLS
1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and out. This is true Mid Century Modern, authentically executed. A single story design with 4 bedrooms and 4.5 baths, wrapped in glass and stone, where skylights, pocket doors, and oversized windows flood the interiors with natural light. Every room frames the landscape, transforming the gardens into living artwork. Designed for both refined entertaining & comfortable family living, the home features stone floors throughout and a modern floor plan with garden views in every direction. Natural light fills the interiors, blurring the boundary between architecture and nature and creating a seamless indoor outdoor lifestyle that defines island living. At the heart of the home, a newly renovated showpiece kitchen elevates everyday life and gatherings alike, featuring dramatic Cambria quartz countertops with a waterfall island, warm wood cabinetry, pendant lighting, and stainless steel appliances. A full wall opens directly to the 55 foot heated and chilled saltwater pool and stone terrace, creating effortless flow for events large or intimate. The primary suite offers privacy and tranquil garden views, while all four bedrooms provide generous proportions and high ceilings. Oversized glass highlights the extraordinary tropical landscaping surrounding the home. The grounds showcase native and exotic flora from around the world, tropical atriums, a water garden with koi, multiple water features, an outdoor shower, and exceptional privacy inside & out. Properties of this caliber and architectural significance rarely become available, so don't wait, schedule your private showing today!

1501 Georgia St, Key West
$3,750,000
7 Beds ⋅ 8 Baths ⋅ 618468 MLS
Charming Single family home with multiple guest cottages in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today. Owner financing is available.

919-921 Thomas St, Key West
$1,949,000
5 Beds ⋅ 5 Baths ⋅ 616622 MLS
This absolutely stunning 5-bedroom, 5-bathroom home, re-imagined and built brand new in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9' ceilings, custom wood cabinetry, porcelain wood-style and LVT flooring, a 17-foot island seating 8, the head chef's kitchen is equipped with professional-grade appliances, including a 36'' gas stove & vented hood, and wine fridge. The master suite boasts a walk-in closet and spa-like wet-room bathroom with dual shower-heads, claw-foot tub, and dual vanities. Additionally there are laundry spaces on each floor, ample storage, attic space and underneath the home. impact-resistant windows, spray foam insulation, aluminum standing seam double strapped roof, and a future-proof design that exceeds building codes, this home is built to last. The backyard includes a heated pool, thatched chickee hut, and privacy landscaping. From the moment you step inside, you'll be captivated by the flawless linear symmetry, exquisite craftsmanship, and an unwavering attention to detail that together make this space a true gem. *Please note that some photos have been digitally staged or altered*

2827 Harris Ave, Key West
$1,899,000
2 Beds ⋅ 3 Baths ⋅ 618826 MLS
Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Built new in 2008 with top-of-the-line materials and superior craftsmanship, the residence features 2 bedrooms, 2.5 baths, and dramatic architectural details throughout. Upon entry, you are welcomed by soaring 11-foot ceilings and an expansive open living space highlighted by travertine tile flooring and abundant natural light. Eight-foot hurricane-rated sliding glass doors seamlessly connect the interior to a private, beautifully landscaped patio with a heated pool and spa--perfect for entertaining or relaxing in your own tropical retreat. The gourmet kitchen overlooks the living area and is appointed with custom solid wood cabinetry, granite countertops, and premium stainless steel appliances, including a six-burner gas range. Rich hardwood floors continue throughout the home, complemented by crown molding, high baseboards, and custom trim. Upstairs, both guest and primary suites are designed for comfort and privacy. The guest suite features its own private staircase, vaulted tray ceiling, and ensuite bath. The spacious primary suite is a true sanctuary, offering vaulted ceilings, multiple closets, abundant natural light, and access to a wide private balcony. The luxurious primary bath adds to the home's refined appeal. Additional features include Hardiboard siding, impact windows and doors, a metal roof, and a private carport with storage accessed through electronic gates. The fully fenced property is surrounded by lush tropical landscaping and is adjacent to a protected basin with native tropical flora, enhancing privacy and tranquility. Enjoy easy, low-maintenance living just a short stroll to Old Town and the Seaport--this is island living at its finest.

1513 Pine St, Key West